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  1. USA
  2. FL
  3. Lower Florida Keys
  4. Key West
  5. Lower Florida Keys

Properties in Key West
(92 reviews)

Showing all properties. Taxes & fees included.
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Big Coppitt Key (1) Big Pine Key (8) Cudjoe Key (8) Monthly Rentals (36) Ramrod Key (2) Sugarloaf Key (3) Summerland Key (3) Torch Keys (1)
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$5943 month
Location: Key West
Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic/Gulf Access
4 Beds
2 Baths
Sleeps 8
1,745 sq ft.
$14687 month
Location: Key West
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!
8 Beds
3 Baths
Sleeps 12
4,600 sq ft.
$564 night
Location: Key West
Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West
2 Beds
2 Baths
Sleeps 4
1,120 sq ft.
$9555 month
Location: Key West
Island Time on Washington : Stylish 4BR Key West Home, Heated Pool, Dogs OK, Parking & Near Beaches
6 Beds
2 Baths
Sleeps 10
1,760 sq ft.
$7705 month
Location: Key West
Keys Breeze: 3BR Ramrod Retreat w/ Pool, Dockage, Atlantic & Gulf Access, Parking & Dog-Friendly
4 Beds
2 Baths
Sleeps 8
1,288 sq ft.
$10099 month
Location: Key West
Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage
4 Beds
2 Baths
Sleeps 6
1,056 sq ft.
$8273 month
Location: Key West
Rating: 4.5 Stars
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!
4 Beds
2 Baths
Sleeps 6
2,010 sq ft.
$17366 month
Location: Key West
Rating: 4.7 Stars
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!
4 Beds
3.5 Baths
Sleeps 10
2,668 sq ft.
$251 night
Location: Key West
Rating: 5 Stars
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
1 Bed
1 Bath
Sleeps 2
115 sq ft.
$5753 month
Location: Key West
Mangrove Hideaway: 3BR Canal Front Ramrod Key Home w/ Dockage, Gulf + Atlantic Access & Parking
4 Beds
2 Baths
Sleeps 8
1,274 sq ft.
$5365 month
Location: Key West
Rating: 5 Stars
Tropical Tee-Time: 2BR Townhome in Key West Golf Club with Two Shared Pools, Fitness Center, Dogs OK
2 Beds
1.5 Baths
Sleeps 4
806 sq ft.
$5353 month
Location: Key West
Pelican Perch – 3BR Canal Front Home with Dockage, Pet-Friendly, Quick Access to Atlantic & Gulf!
4 Beds
2.5 Baths
Sleeps 6
1,056 sq ft.
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